Methanol → HCID 22667138, compound

HRID 1008363Notes

Reaction equation

HRID 1008363 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([O:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:3]=1[NH2:4].[C:24]1([N:34]=[C:35]=[O:36])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1.CO>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:8]=[C:7]([O:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:3]=1[NH:4][C:35]([NH:34][C:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1)=[O:36]

Participants

5

Reactant 3

HCID 887MethanolHCID 66589alpha-Naphthyl isocyanateHCID 112212234-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-chloroaniline

Product 1

HCID 22667138HCID 22667138, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (122 mg) was dissolved in chloroform (10 ml), and 1-naphthyl isocyanate (75 mg) was added to the solution. The mixture was stirred at room temperature overnight. Methanol was added to the reaction solution, and the solvent was removed by distillation under the reduced pressure. The residue was dissolved in a minor amount of chloroform, and a large amount of ether was added to the solution to precipitate a crystal. The crystal was collected by filtration to give 105 mg (yield 57%) of the title compound.

Workup

  1. customthe solvent was removed by distillation under the reduced pressure
  2. dissolutionThe residue was dissolved in a minor amount of chloroform
  3. additiona large amount of ether was added to the solution
  4. customto precipitate a crystal
  5. filtrationThe crystal was collected by filtration

Sources & evidence

ORD record
ord-05cc79a774e74d519ae56da74d87c61a
Source dataset
uspto-grants-2004_09
Patent number
US06797823B1

Reaction notes

Loading…